Chiral Amino Alcohol Modified Halomethylzinc Reagents
- 1 January 1992
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1992 (03) , 229-230
- https://doi.org/10.1055/s-1992-21322
Abstract
The enantioselective cyclopropanation of cinnamyl alcohol (3) to 2-phenylcyclopropanemethanol (4) using (1R,2S)-N-methylephedrine-modified halomethylzinc reagents is reported. Modest (up to 24% ee) enantioselectivites were observed, and a solvent induced reversal of selectivity was noted. These studies demonstrated the potential for chiral zinc species to differentiate olefin enantiofaces in the delivery of methylene to prochiral allylic alcohols.Keywords
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